Southern Oregon Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your Southern Oregon Vacation

With a Southern Oregon vacation package, you can forget about the stress of planning and focus on experiencing what this exciting destination has to offer. A trip to Southern Oregon wouldn't be complete without getting to some of its most well-known cities, starting with Medford. Two of the top attractions here include Britt Pavilion and Lithia & Driveway Fields. Grants Pass should also be on the itineraries of all Southern Oregon travellers. Visitors to this exciting destination enjoy Rogue River and Grants Pass and Josephine County Chamber of Commerce. If you're ready to stop dreaming and start packing, Expedia will help turn your Southern Oregon vacation into a reality.

Where to stay in Southern Oregon

Find the best Southern Oregon areas and neighborhoods for the activities you enjoy most. Learn more about Southern Oregon
Landmark building in Ashland Oregon.

Historic Downtown District

1 out of top 10 points of interest in this area
4.5/5(2 area reviews)

If you're spending some time in Historic Downtown District, Allen Elizabethan Theatre and Oregon Shakespeare Festival are top sights worth seeing.

Find hotels in Historic Downtown District

Ready to book your vacation to Southern Oregon?

 

Choose your dates

Southern Oregon Hotel Deals

Riverside Inn

Riverside Inn

2.5 out of 5
986 S.W. 6th Grants Pass OR
Fully refundableReserve now, pay when you stay
The price is CA $208 per night from May 4 to May 5
CA $208
CA $236 total
May 4 - May 5
includes taxes & fees
9.6/10 Exceptional! (1,981 reviews)
Room clean and organized. Many families had very large dogs. Enjoyed the location. Dated flooring.

Reviewed on Apr 29, 2026

Riverside Inn
Rogue Regency Inn Medford Airport

Rogue Regency Inn Medford Airport

3 out of 5
2300 Biddle Rd Medford OR
Fully refundableReserve now, pay when you stay
The price is CA $118 per night from May 3 to May 4
CA $118
CA $140 total
May 3 - May 4
includes taxes & fees
8.8/10 Excellent! (2,971 reviews)
The bed and the pillows weren’t the most comfortable I have slept on and the restaurant was closed because all their staff called in sick. The desk clerk was very friendly, but never did email me the receipt I asked for. The property was clean but older. I’m all for the price. It was acceptable.

Reviewed on Apr 29, 2026

Rogue Regency Inn Medford Airport
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St Ashland OR
Fully refundableReserve now, pay when you stay
The price is CA $147 per night from May 7 to May 8
CA $147
CA $177 total
May 7 - May 8
includes taxes & fees
8.8/10 Excellent! (1,459 reviews)
Very nice property! Very spacious room. Onsite restaurant was nicely decorated and food was good. Only disappointment was the Hot Tub was down for maintenance or something.

Reviewed on Apr 29, 2026

Ashland Hills Hotel & Suites
See all 1,424 properties in Southern Oregon
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Southern Oregon

Crater Lake National Park

Crater Lake National Park

Come at least once to see the pristine blue water, snowy bluffs and alpine splendor of this park. Return again to immerse yourself in its beauty.

Crater Lake National Park

Frequently asked questions

Can I cancel my flight booking to Southern Oregon due to COVID-19?
In these challenging times, many air carriers are offering more flexibility. Visit our Customer Service Portal for important information about canceling or amending your booking due to COVID-19.
What's the best way to find cheap flights to Southern Oregon that have flexible change policies?
When it comes to flying these days, flexibility is important. That's why we've added a "No change fee" search function to help you locate flexible, affordable tickets to Southern Oregon. It's at the top left of your screen underneath the "Flexible change policies" heading.
What are some of the general tips for travelers to Southern Oregon during the COVID-19 outbreak?
The COVID-19 pandemic has ushered in significant changes to how we travel. If you plan to visit Southern Oregon, these tips will help you navigate the "new normal:"
  • Find out what, if any, rules or restrictions apply to both your origin and destination. You may not be able to travel depending on local circumstances, so check before you lock in your flight.
  • When you pass through airport checkpoints, keep your face mask on. You will be asked to lower it briefly to confirm your identity. Those who refuse to wear a face mask may face civil penalties and may also be escorted from the building.
  • You're no longer required to hand your boarding pass (paper or electronic) directly to a TSA officer. Instead, you should position the pass on the reader and then hold it up so the agent can inspect it.
  • One container of liquid hand sanitizer is now permitted in your carry-on bag. It must not be larger than 12 oz (350 ml), and you'll have to take it out of your bag for X-ray screening.
  • Empty everything from your pockets, like your wallet, phone and small change, and put them in your carry-on instead of into bins. This will minimize handling during screening.
  • Separate any food you have for X-ray screening. Placing it in a clear plastic bag and into a bin reduces the need for a TSA agent to handle and inspect your belongings.

Which airlines fly to Southern Oregon?
Let Alaska Airlines get you there. This renowned carrier operates 243 flights a month to Rogue Valley Intl. Airport (MFR), a Southern Oregon gateway.
How can I find cheap tickets to Southern Oregon?
Book well ahead, travel on a cheaper day, use miles or points — you're not short of ways! Another one is to make the most of Expedia's "flexible dates" function. Search for your Southern Oregon flight, then check out the cheapest prices for nearby dates. In the last seven days, the lowest price for a flight to Southern Oregon was .
How much is a flight to Southern Oregon?
If you were flying one way from (), you could've locked in an affordable ticket for just in the last seven days. Round-trip flights to Southern Oregon ranged from to over the same period.
What are the most popular airports to fly into in Southern Oregon?
Get ready to pack your bags and fly into Rogue Valley Intl. Airport (MFR), Southern Oregon's main flight hub. Book a fare on one of the 785 flights that land at this well-known destination each month.
When is the cheapest time to fly to Southern Oregon?
Fly out on a Tuesday to better your chances of nabbing the cheapest flight to Southern Oregon. Mondays are usually the second most affordable day to take off. Saturday is typically the most expensive day to fly anywhere.
How much is a plane ticket to Southern Oregon?
In the last seven days, plane fares ranged between and . Have a look at our sensational deals to Southern Oregon, make a booking and get ready for your next fun vacation!
Which airlines with flights to Southern Oregon employ COVID-19 cleanliness policies?
While traveling during the COVID-19 pandemic can be daunting, airlines have worked around the clock to protect the well-being of their passengers and staff. These are some carriers that have implemented changes:
  • Alaska Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.